Sailing Trips in Hawaii
Top 10 Best Hawaii Sailing Trips
Found 110 Sailing Trips activities in Hawaii. Sort by Popularity. - Page 2Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos with the rainbow sails and also the beautiful scenery with Diamond head in the background. The net is also a fun ride and you’ll g... More
Board from Waikiki Beach for a scenic Sunset Sail on the Hāwea
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Hawaii
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Superb277 reviews4.8
Our rainbow sails can be spotted from miles away. While on board you may capture such nice photos wi....
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designed for a comfortable ride in Hawaiian waters. What makes Hokulani unique from every other tour boat operating in Waikiki, is that s... More
Best Waikiki Sunset Cruise:BYOB Sunset Sail with Swimming
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Hawaii
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Superb191 reviews4.9
Our vessel "Hokulani" is a beautiful and spacious custom built sailing trimaran specifically designe....
Sunset and Manta Ray Snorkel Adventure
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail the Kona coast, followed by the adventure of a lifetime - snorkeling with the majestic manta rays! Upon arriving, receive an in... More
Likely to Sell Out Sunset and Manta Ray Snorkel Adventure
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Hawaii
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Superb842 reviews4.9
Our most popular tour! Watch a legendary Kona sunset from our spacious 50’ catamaran as you sail....
2-Hour Oahu Sunset Catamaran Sail
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran from the beautiful Ko Olina Marina on Oahu. Sip a cocktail and enjoy warm wind in your hair as you scan for dolphins and listen for... More
Likely to Sell Out 2-Hour Oahu Sunset Catamaran Sail
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Hawaii
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Superb122 reviews4.8
Relax, sit back and delight in our 2-hour sunset sailing cruise on a gorgeous, 53' foot catamaran f....
Discover the Magic of Coral Garden’s Turtle Town - Maalaea Harbor
Avoid the over-crowded 50-100 passenger boats. We take 30-40 passengers. Treat yourself and your loved ones to experience a beautiful Snorkeling, Sailing Cruise, and Whale Watching (Dec-Apr) on our Small Charming Hawaiian Catamara... More
Likely to Sell Out Discover the Magic of Coral Garden’s Turtle Town - Maalaea Harb....
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Hawaii
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Superb160 reviews4.7
Avoid the over-crowded 50-100 passenger boats. We take 30-40 passengers. Treat yourself and your lov....
Deluxe Sail & Snorkel to the Captain Cook Monument
Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient lava flows. As you arrive at the "World Famous Captain Cook Monument" your snorkeling adventure will begin in the turquoise waters... More
Likely to Sell Out Deluxe Sail & Snorkel to the Captain Cook Monument
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Hawaii
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Superb471 reviews4.9
Set Sail down the Majestic Kona Coastline with breathtaking views of landscaped ledges of ancient ....
Golden Hour Whale Watch from Lahaina
Set sail aboard ‘Alihilani, our 64-foot Gold Coast sailing catamaran, for a stunning Late Afternoon Whale Watch from 3:30 to 5:30 PM, departing daily from Lahaina Harbor. Enjoy Maui’s golden light as humpback whales breach, gl... More
Likely to Sell Out Golden Hour Whale Watch from Lahaina
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Hawaii
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Superb22 reviews4.9
Set sail aboard ‘Alihilani, our 64-foot Gold Coast sailing catamaran, for a stunning Late Afternoo....
Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventure
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On Board Bar. When you trust Moana Sailing Co. for your snorkel adventure, you’re choosing the tour with the most professionalis... More
Likely to Sell Out Moana’s Waikīkī Grand Guided Turtle Snorkel & Sailing Adventu....
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Hawaii
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Superb936 reviews4.7
Snorkel Turtle Canyon on the Largest Luxury Catamaran! Top Quality Gear, Certified Crew & Premium On....
Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the Lahaina harbor wildfires, moored outside of the harbor breakwall. Now operating from Ma'alaea Harbor, we invite you to join our cap... More
Likely to Sell Out Sunset Sailing on a Floating Tiki Bar Charming Hawaiian Catamaran
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Hawaii
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Superb87 reviews4.7
Experience the resilience and spirit of Maui aboard the Winona, a vessel that bravely survived the L....
Waikiki small group turtle snorkeling & sailing
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples or families who are up at the crack of dawn during their Hawaiian vacation due to time zone changes. As we start out our tour from ... More
Likely to Sell Out Waikiki small group turtle snorkeling & sailing
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Hawaii
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Superb86 reviews5
Witness the brilliant colors of a sunrise over Diamond Head crater. Ideal for early birds, couples o....
9am Turtle Canyon Snorkel Adventure
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim with amazing green sea turtles, beautiful tropical fish, and other incredible marine life? Our snorkel guides help you feel confid... More
Likely to Sell Out 9am Turtle Canyon Snorkel Adventure
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Hawaii
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Superb273 reviews4.9
What better way to start your day than to slip into the refreshing waters of Turtle Canyon and swim ....
Molokini Snorkel and Performance Sail: Mā’alaea Harbor
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredible snorkeling destinations. The unique, crescent shaped crater is a natural marine preserve, and is home to over 250 species of t... More
Likely to Sell Out Molokini Snorkel and Performance Sail: Mā’alaea Harbor
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Hawaii
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Superb214 reviews4.8
Sail Maui is proud to offer a destination snorkel sail to Molokini, one of Maui’s most incredib....
Lāna'i Coast Snorkel and Sail
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as we explore and snorkel the incredible coastline of Maui. Departing daily from 9:30 am - 2:30 pm. We'll check the conditions for t... More
Likely to Sell Out Lāna'i Coast Snorkel and Sail
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Hawaii
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Superb13 reviews5
Nobody knows the waters of Maui better than our crew. Let us host you on our Gold Coast catamaran as....
Small Group Waikiki Sunset Sailing Tour
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it than on our boat, The Universe. Come and enjoy the Golden hour with your loved ones to make memories of a lifetime ,why go with overc... More
Likely to Sell Out Small Group Waikiki Sunset Sailing Tour
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Hawaii
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Superb110 reviews4.9
Hawaii is well known for its majestic sunsets, and there is truly no better way to experience it tha....
Likely to Sell Out Waikiki Fireworks Cocktail Cruise
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Hawaii
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Exellent6 reviews4.3
Majestic provides a intimate ambiance and exceptional service. We provide a romantic setting on a b....
Sunset Cruise with the Whales on our Sailing Catamaran
Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the biggest guests of all -- the Humpback Whales -- and you have perfect way to begin your evening in paradise! Cruise along the Kohala... More
Likely to Sell Out Sunset Cruise with the Whales on our Sailing Catamaran
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Hawaii
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Superb48 reviews4.8
Combine unparalleled views of the Hawaiian coastline from a stable and spacious catamaran with the b....
Hawaiian Canoe Sailing Experience in Maui
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour includes snorkeling with sea turtles, seasonal whale watching, and learning Hawaiian history and culture. Cold water and snorkel gear are... More
Likely to Sell Out Hawaiian Canoe Sailing Experience in Maui
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Hawaii
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Superb59 reviews4.7
Sail, Snorkel, and Paddle the beautiful Wailea coast in a Hawaiian Outrigger Canoe. The tour include....
Snorkel with Manta Rays Guaranteed
Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village. Travel Channel says “its one of the top ten things to do in your life time”, and Sea Paradise has been offering its guests th... More
Likely to Sell Out Snorkel with Manta Rays Guaranteed
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Hawaii
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Superb736 reviews4.8
Join us aboard our luxurious catamaran, Hoku Nui, as we coast to the world famous Manta Ray Village.....
Morning Whale Watch: Lahaina Harbor
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from Alaska, and although you can see them throughout Hawaii, the ‘Au ‘au channel off the coast of Maui boasts the greatest number. ... More
Likely to Sell Out Morning Whale Watch: Lahaina Harbor
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Hawaii
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Superb17 reviews5
Maui is the place to see humpback whales. Each year these magnificent creatures migrate south from A....
Polynesian Canoe Day Sail
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More
Likely to Sell Out Polynesian Canoe Day Sail
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Hawaii
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Superb29 reviews4.9
Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....